Methyl-MMDA-2

Methyl-MMDA-2
Methyl-MMDA-2
Systematic (IUPAC) name
N-methyl-1-(6-methoxy-1,3-benzodioxol-5-yl)propan-2-amine
Clinical data
Pregnancy cat.  ?
Legal status Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries)
Routes Oral, Insufflated, Rectal
Identifiers
CAS number ?
ATC code None
PubChem CID ?
ChemSpider 23553107
Chemical data
Formula C12H17NO3 
Mol. mass 223.27 g/mol
SMILES eMolecules & PubChem

N-Methyl-2-methoxy-4,5-methylenedioxyamphetamine (Methyl-MMDA-2; 6-Methoxy-MDMA) is a psychedelic drug of the amphetamine class.[1] It is the N-methylated derivative of MMDA-2, and is also an analogue of MDMA and 6-methyl-MDA.[1]

Methyl-MMDA-2 was first synthesized by Alexander Shulgin and was described in his book PiHKAL. He states that it is essentially inactive at a dose of 70 mg, and he did not try any higher;[1] however, Methyl-MMDA-2 is still likely to be active, perhaps in the 125-250 mg range.[citation needed] This reduction in hallucinogenic activity relative to MMDA-2 parallels that of MDA and MDMA, indicating that with phenethylamines, N-methylation substantially reduces 5-HT2A receptor affinity.[1][2]

See also

  • MMDA-2
  • MDMA
  • 6-Methyl-MDA

References

  1. ^ a b c d Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5. http://isomerdesign.com/PiHKAL/read.php?domain=pk&id=131. 
  2. ^ Nichols DE, Oberlender R (1989). "Structure-activity relationships of MDMA-like substances". NIDA Research Monograph 94: 1–29. PMID 2575223. 

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(and relatives..)
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v · d · eDrugs from PiHKAL

AEM • AL • Aleph • Aleph-2 • Aleph-4 • Aleph-6 • Aleph-7 • Ariadne • Asymbescaline • Buscaline • Beatrice • Bis-TOM • BOB • BOD • BOH • BOHD • BOM • 4-Bromo-3,5-dimethoxyamphetamine • 2-Bromo-4,5-methylenedioxyamphetamine • 2C-B • 3C-BZ • 2C-C • 2C-D • 2C-E • 3C-E • 2C-F • 2C-G • 2C-G-3 • 2C-G-4 • 2C-G-5 • 2C-G-N • 2C-H • 2C-I • 2C-N • 2C-O • 2C-O-4 • 2C-P • CPM • 2C-SE • 2C-T • 2C-T-2 • 2C-T-4 • psi-2C-T-4 • 2C-T-7 • 2C-T-8 • 2C-T-9 • 2C-T-13 • 2C-T-15 • 2C-T-17 • 2C-T-21 • 4-D • beta-D • DESOXY • 2,4-DMA • 2,5-DMA • 3,4-DMA • DMCPA • DME • DMMDA • DMMDA-2 • DMPEA • DOAM • DOB • DOBU • DOC • DOEF • DOET • DOI • DOM • psi-DOM • DON • DOPR • Escaline • EEE • EEM • EME • EMM • Ethyl-J (EBDB) • Ethyl-K • F-2 • F-22 • Flea • G-3 • G-4 • G-5 • G-N • Ganesha • HOT-2 • HOT-7 • HOT-17 • IDNNA • Isomescaline • Isoproscaline • Iris • J (BDB) • Lophophine • PMA • Mescaline • Madam-6 • Methallylescaline • MDA • MDAL • MDBU • MDBZ • MDCPM • MDDM • MDE • MDHOET • MDIP • MDMA • MDMC (EDMA) • MDMEO • MDMEOET • MDMP • MDOH • MDPEA • MDPH • MDPL • MDPR • Metaescaline • MEDA • MEE • MEM • MEPEA • Meta-DOB • Meta-DOT • Methyl-DMA • Methyl-DOB • Methyl-J (MBDB) • Methyl-K • Methyl-MA (PMMA) • Methyl-MMDA-2 • MMDA • MMDA-2 • MMDA-3a • MMDA-3b • MME • Metaproscaline • MPM • Ortho-DOT • Proscaline • Phenescaline • Phenethylamine • Propynyl • Symbescaline • 2,3,4,5-Tetramethoxyamphetamine • 3-TASB • 4-TASB • 5-TASB • Thiobuscaline • 3-TE • 4-TE • 3-TIM • 4-TIM • 5-TIM • 3-TM • 4-TM • TMA • TMA-2 • TMA-3 • TMA-4 • TMA-5 • TMA-6 • 3-TME • 4-TME • 5-TME • 2T-MMDA-3a • 4T-MMDA-2 • 2-TOET • 5-TOET • 2-TOM • 5-TOM • TOMSO • Thioproscaline • Trisescaline • 3-TSB • 4-TSB • 3-T-Trisescaline • 4-T-Trisescaline

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